Simon Stapleton

Simon Stapleton

Simon Stapleton

Principal Attorney


simon@elderlaw-va.com 866-284-4529

With nearly 25 years of experience, Simon understands the intricacies and significance of Estate Planning and Asset Protection. In addition, he specializes in Medicaid and crisis planning, as well as assisting our Veterans obtain their well-deserved benefits.

Licensed to practice in Virginia and the United Kingdom, Simon has law degrees from Essex University, in the United Kingdom and from the University of Richmond, T.C. Williams School of Law. Simon has been serving the central Virginia area since 1992.

Simon is a member of the National Academy of Elder Law Attorneys (NAELA), the Virginia Academy of Elder Law Attorneys (VAELA), and Lawyers with Purpose, a national organization of leading estate planning attorneys providing excellence in estate planning. He is also a member of various local chapters and other related legal planning organizations.

Simon has spoken on numerous occasions to organizations such as UVA Hospital (Neurology and Dementia units, Social Workers, Discharge Planners), The Alzheimer’s Association, JABA (Jefferson Area Board for Aging), accounting firms, financial planners, senior care planners, geriatric case managers, and various assisted living facilities and nursing homes. He offers monthly seminars on Elder Law, Estate Planning, Asset Protection, Medicaid Planning, and Veterans benefits in Charlottesville, Richmond, and Staunton.

In his spare time, Simon enjoys playing Pickleball, cooking, riding his motorcycle on the Blue Ridge parkway, and chasing after his yellow lab, Stryder. Above all, Simon relishes in the chance to spend time with his three adult children.